$438 Cheap Flights from Chicago (ORD) to Pisa (PSA)

View $438 flight on Tue, Mar 10, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)

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Cheap Flights from Chicago to Pisa (ORD-PSA)

Prices were available within the past 7 days and start at $438 for one-way flights and $536 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Mar 10 - Tue, Mar 17
ORD
Chicago
PSA
Pisa
$536 Roundtrip, found 12 hours ago
$536
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 10 from Chicago to Pisa, returning Tue, Mar 17, priced at $536 found 12 hours ago
British Airways
Mon, Aug 17 - Mon, Aug 24
ORD
Chicago
PSA
Pisa
$538 Roundtrip, found 9 hours ago
$538
Roundtrip
found 9 hours ago
Select British Airways flight, departing Mon, Aug 17 from Chicago to Pisa, returning Mon, Aug 24, priced at $538 found 9 hours ago
American Airlines
Mon, Aug 17 - Mon, Aug 24
ORD
Chicago
PSA
Pisa
$542 Roundtrip, found 9 hours ago
$542
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Mon, Aug 17 from Chicago to Pisa, returning Mon, Aug 24, priced at $542 found 9 hours ago
British Airways
Mon, Aug 17 - Mon, Aug 24
ORD
Chicago
PSA
Pisa
$548 Roundtrip, found 9 hours ago
$548
Roundtrip
found 9 hours ago
Select British Airways flight, departing Mon, Aug 17 from Chicago to Pisa, returning Mon, Aug 24, priced at $548 found 9 hours ago
American Airlines
Sat, Mar 7 - Tue, Mar 17
ORD
Chicago
PSA
Pisa
$551 Roundtrip, found 3 days ago
$551
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Mar 7 from Chicago to Pisa, returning Tue, Mar 17, priced at $551 found 3 days ago
American Airlines
Tue, Mar 10 - Tue, Mar 17
ORD
Chicago
PSA
Pisa
$552 Roundtrip, found 12 hours ago
$552
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 10 from Chicago to Pisa, returning Tue, Mar 17, priced at $552 found 12 hours ago
British Airways
Tue, Mar 10 - Tue, Mar 17
ORD
Chicago
PSA
Pisa
$553 Roundtrip, found 12 hours ago
$553
Roundtrip
found 12 hours ago
Select British Airways flight, departing Tue, Mar 10 from Chicago to Pisa, returning Tue, Mar 17, priced at $553 found 12 hours ago
Aer Lingus
Wed, Aug 12 - Thu, Aug 20
ORD
Chicago
PSA
Pisa
$795 Roundtrip, found 1 day ago
$795
Roundtrip
found 1 day ago
Select Aer Lingus flight, departing Wed, Aug 12 from Chicago to Pisa, returning Thu, Aug 20, priced at $795 found 1 day ago
Lufthansa
Wed, Aug 12 - Thu, Aug 20
ORD
Chicago
PSA
Pisa
$831 Roundtrip, found 1 day ago
$831
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Wed, Aug 12 from Chicago to Pisa, returning Thu, Aug 20, priced at $831 found 1 day ago
United
Tue, May 5 - Tue, May 12
ORD
Chicago
PSA
Pisa
$1,121 Roundtrip, found 12 hours ago
$1,121
Roundtrip
found 12 hours ago
Select United flight, departing Tue, May 5 from Chicago to Pisa, returning Tue, May 12, priced at $1,121 found 12 hours ago

Find the cheapest month to fly from Chicago (ORD) to Pisa (PSA)

January is typically the cheapest month to fly

From $447 - $1,986 per traveler.

Alternative airports near Pisa

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Galileo Galilei PSA. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $980
PSA
Galileo Galilei
CheapestClosest
Average driving time to city center7 min
Flights from $980
Flights from Chicago (ORD) to Pisa (PSA)
Origin airport
O'Hare Intl.
Destination airport
Galileo Galilei
Airlines serving
Aer Lingus, American Airlines, British Airways, Emirates, KLM, Lufthansa, United
Roundtrip price
$535
Distance
4656 mi

Chicago to Pisa Flights

The cheapest times to fly from Chicago to Pisa

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Pisa are during the month of March. You can find some of the cheapest flights from Chicago to Pisa with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Pisa

Sunday is one of the best days to book for cheap flights from Chicago to Pisa: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Pisa

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Pisa in 2026. You can also book with separate airlines for your outbound and return journeys, from $438 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Pisa flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Pisa airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA) cost?
Snag a cheap one-way flight from $438 or cheap return flight from $536 from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)?
Planning your trip for March is a good way to save, as it's the cheapest month for flights between ORD and PSA. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from ORD to PSA. Then, sort your results by "Price (lowest to highest)" to score the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)?
You'll have to catch a flight with a layover if you're traveling from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from ORD to PSA?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change based on a number of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)?
To touch down at Galileo Galilei Airport (PSA) on time, pick a flight that leaves from O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA) last-minute?
Last-minute fares from ORD to PSA are usually more expensive. For the cheapest rates, start looking for flights as soon as possible. That said, if you're flexible with your travel dates, you may score a cheap fare right before you leave.
Is it cheaper to book an ORD to PSA flight and hotel package?
You'll typically save money by securing an ORD to PSA flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your preferred accommodations and flights, consider adding extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Galileo Galilei Airport (PSA)?
You can usually cancel or reschedule your ORD to PSA flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.